50972-63-9Relevant academic research and scientific papers
Facile one-pot synthesis of tetrahydroisoquinolines from amino acids via hypochlorite-mediated decarboxylation and Pictet-Spengler condensation
Maresh, Justin J.,Crowe, Sean O.,Ralko, Arthur A.,Aparece, Mark D.,Murphy, Casey M.,Krzeszowiec, Mark,Mullowney, Michael W.
, p. 5047 - 5051 (2015/01/09)
A convenient method for oxidative decarboxylation of α-amino acids is presented. The aldehyde products may be isolated or converted to tetrahydroisoquinolines by addition of dopamine via Pictet-Spengler reaction. Racemic products are generated by phosphate buffer >300 mM to maximize regioselectivity. (S)-Enantiomer products are generated by norcoclaurine synthase reaction in maleic acid buffer to minimize chemical background reaction.
Relationship between stereochemistry and the beta3-adrenoceptor agonistic activity of 4'-hydroxynorephedrine derivative as an agent for treatment of frequent urination and urinary incontinence.
Tanaka, Nobuyuki,Tamai, Tetsuro,Mukaiyama, Harunobu,Hirabayashi, Akihito,Muranaka, Hideyuki,Ishikawa, Takehiro,Kobayashi, Junichi,Akahane, Satoshi,Akahane, Masuo
, p. 105 - 112 (2007/10/03)
This report proposes a beta(3)-adrenoceptor (AR) selective agonist, 2-[2-chloro-4-(2-([(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino)ethyl)phenoxy]acetic acid (1a), as a novel agent for treating urinary bladder dysfunction. This compound and i
Synthesis and evaluation of novel thiazolidine derivatives as thromboxane A2 receptor antagonists
Sato,Kawashima,Goto,Yamane,Chiba,Jinno,Satake,Imanishi,Iwata
, p. 521 - 529 (2007/10/02)
A series of 3-benzoyl or 3-phenylsulfonyl-2-substituted thiazolidine derivatives were synthesized, and evaluated for their thromboxane A2 (TXA2) receptor-antagonizing effect on (15S)-15-hydroxy-11α,9α- (epoxymethano)prosta-5(Z),13(E)-dienoic acid (U-46619)-induced aggregation of rabbit platelet-rich plasma (PRP). A simple 2-arylthiazolidine derivative, 3- benzoyl-2-(4-hydroxy-3-methoxyphenyl)thiazolidine (5a), showed mild TXA2 receptor antagonist activity. Modification of 5a led to 2-chloro-4-[3-(4- chlorophenylsulfonyl)thiazolidin-2-ylmethyl]phenoxyaretic acid (29d), which showed 10 times more potent TXA2 receptor antagonist activity than 5a.
NEW HALOMETABOLITES FROM CALDARIOMYCES FUMAGO
Franssen, Maurice C. R.,Posthumus, Maarten A.,Plas, Henk C. van der
, p. 1093 - 1096 (2007/10/02)
The culture medium of the mould Caldariomyces fumago was extracted with three organic solvents and the extracts were analysed by GC-MS.Twelve halogen-containing metabolites were found in the dichloromethane extract.Seven of these compounds were sufficiently abundant to allow the identification of the new halometabolites, 2,2-dichloroethanol, 1,3-dichloropropanol-2, 1,1,3-trichloropropanol-2, 1,1,3,3-tetrachloropropanol-2, 2-(3-chloro-4-hydroxyphenyl)ethanol and 2-(3,5-dichloro-4-hydroxyphenyl)ethanol in addition to the well-known caldariomycin (2,2-dichloro-1S,3S-dihydroxycyclopentane).Their possible biosynthetic routes and the implications for the reaction mechanism of the Caldariomyces halogenating enzyme chloropeoxidase are discussed.Key Word Index: Caldariomyces fumago; Deuteromycetes; halometabolites; halogenated compounds; dichloroethanol; chloropropanols; chlorohydroxyphenylethanols.
